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BR112022021899A2 - METHOD FOR THE CONTINUOUS SYNTHESIS OF PARACETAMOL - Google Patents

METHOD FOR THE CONTINUOUS SYNTHESIS OF PARACETAMOL

Info

Publication number
BR112022021899A2
BR112022021899A2 BR112022021899A BR112022021899A BR112022021899A2 BR 112022021899 A2 BR112022021899 A2 BR 112022021899A2 BR 112022021899 A BR112022021899 A BR 112022021899A BR 112022021899 A BR112022021899 A BR 112022021899A BR 112022021899 A2 BR112022021899 A2 BR 112022021899A2
Authority
BR
Brazil
Prior art keywords
paracetamol
continuous synthesis
nitrosophenol
nitrophenol
present
Prior art date
Application number
BR112022021899A
Other languages
Portuguese (pt)
Inventor
Lecomte-Norrant Edith
Membrat Romain
Original Assignee
Ipsomedic
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ipsomedic filed Critical Ipsomedic
Publication of BR112022021899A2 publication Critical patent/BR112022021899A2/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/22—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
    • C07C201/06—Preparation of nitro compounds
    • C07C201/08—Preparation of nitro compounds by substitution of hydrogen atoms by nitro groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C235/46—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

MÉTODO PARA A SÍNTESE CONTÍNUA DE PARACETAMOL. A presente invenção refere-se a um método de preparação contínua de paracetamol, que compreende uma etapa de nitração ou uma etapa de nitrosação para obter p-nitrofenol ou p-nitrosofenol, respectivamente. P-nitrofenol ou p-nitrosofenol podem ser, então, convertidos em paracetamol por hidrogenação, seguida de acilação. O método de acordo com a presente invenção permite obter paracetamol com uma regiosseletividade muito boa e excelentes rendimentos.METHOD FOR THE CONTINUOUS SYNTHESIS OF PARACETAMOL. The present invention relates to a method for the continuous preparation of paracetamol, comprising a nitration step or a nitrosation step to obtain p-nitrophenol or p-nitrosophenol, respectively. P-nitrophenol or p-nitrosophenol can then be converted to paracetamol by hydrogenation followed by acylation. The method according to the present invention allows obtaining paracetamol with very good regioselectivity and excellent yields.

BR112022021899A 2020-04-27 2021-04-27 METHOD FOR THE CONTINUOUS SYNTHESIS OF PARACETAMOL BR112022021899A2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR2004184A FR3109580B1 (en) 2020-04-27 2020-04-27 Process for the continuous synthesis of paracetamol
FR2012032A FR3109581B1 (en) 2020-04-27 2020-11-23 Process for the continuous synthesis of paracetamol
PCT/EP2021/061000 WO2021219647A1 (en) 2020-04-27 2021-04-27 Method for the continuous synthesis of paracetamol

Publications (1)

Publication Number Publication Date
BR112022021899A2 true BR112022021899A2 (en) 2022-12-13

Family

ID=71094602

Family Applications (1)

Application Number Title Priority Date Filing Date
BR112022021899A BR112022021899A2 (en) 2020-04-27 2021-04-27 METHOD FOR THE CONTINUOUS SYNTHESIS OF PARACETAMOL

Country Status (10)

Country Link
US (1) US20230174462A1 (en)
EP (1) EP4143156A1 (en)
JP (1) JP2023523344A (en)
KR (1) KR20230005906A (en)
CN (1) CN115734961A (en)
BR (1) BR112022021899A2 (en)
CA (1) CA3175319A1 (en)
FR (2) FR3109580B1 (en)
WO (1) WO2021219647A1 (en)
ZA (1) ZA202212862B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3122103A1 (en) * 2021-04-27 2022-10-28 Ipsomedic Cascade of Gas - Liquid - Solid reactor for the realization of chemical reactions in continuous flow under high pressure
FR3134996A1 (en) * 2022-04-27 2023-11-03 Ipsomedic Gas-Liquid-Solid and Liquid-Solid reactor cascade for carrying out chemical reactions in continuous flow under pressure or high pressure
FR3138327B1 (en) * 2022-07-29 2024-06-21 Thales Sa Continuous flow heating system of chemical molecules for organic chemistry reactions and catalysis
CN117924092B (en) * 2023-12-28 2025-03-04 棓诺(苏州)新材料有限公司 Preparation method of 2-allyl-4-nitrophenol

Family Cites Families (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1602746A (en) * 1968-12-31 1971-01-18
GB1421118A (en) * 1971-11-16 1976-01-14 Albright & Wilson Electrolytic reduction of nitrosophenols
FR2185063A5 (en) 1972-05-15 1973-12-28 Rhone Poulenc Sa
FR2638741B1 (en) * 1988-11-07 1990-12-28 Rhone Poulenc Chimie PROCESS FOR THE PREPARATION OF NITROPHENOLS
JP2801391B2 (en) 1989-12-27 1998-09-21 三井化学株式会社 Method for producing p-acetylaminophenol
ES2131604T3 (en) * 1993-04-30 1999-08-01 Hoechst Celanese Corp IMPROVED PROCEDURE FOR PREPARING ACIL-AMINOPHENOLS.
FR2705672B1 (en) * 1993-05-26 1995-07-21 Rhone Poulenc Chimie Process for the preparation of nitrophenols.
RU2076096C1 (en) * 1995-05-30 1997-03-27 Российский научный центр "Прикладная химия" Method for production of p-nitrosophenol
BR9814108A (en) * 1997-11-03 2000-10-03 Bayer Ag Process for the preparation of aromatic nitro compounds
CN1207267C (en) * 1999-06-14 2005-06-22 安徽八一化工集团有限公司 Liquid-phase hydrogenation new technological process for preparation of P-aminophenol by using P-nitrophenol
US6969775B2 (en) 2002-09-19 2005-11-29 The Texas A&M University System Method of producing organic compounds in presence of oxyethylene ether catalyst and in a solvent minimized environment
CN1193982C (en) * 2003-02-11 2005-03-23 中国石化集团南京化工厂 Process for prepraring p-acetpamidophenol
JP5494904B2 (en) * 2008-07-03 2014-05-21 独立行政法人産業技術総合研究所 Mononitration method and production reactor
EP2266949B1 (en) 2009-06-10 2013-05-29 Gregoria, Liberata "Fast, high-efficiency quantitative synthesis of paracetamol"
CN103113254B (en) * 2013-03-11 2014-04-16 河北工业大学 Technology for directly synthesizing acetaminophen from nitrobenzene
EP2975026A1 (en) * 2014-07-17 2016-01-20 DSM Fine Chemicals Austria Nfg GmbH & Co KG Method of nitrosation of organic compound
EP2975018A1 (en) 2014-07-17 2016-01-20 DSM Fine Chemicals Austria Nfg GmbH & Co KG Method of nitrosation of phenol
CN104356007A (en) * 2014-10-24 2015-02-18 辽宁世星药化有限公司 Production method of p-aminophenol
CN106631709B (en) * 2016-09-23 2020-01-10 中国林业科学研究院林产化学工业研究所 Method for extracting and nitrating hydroxytyrosol

Also Published As

Publication number Publication date
FR3109581A1 (en) 2021-10-29
FR3109581B1 (en) 2023-03-10
WO2021219647A1 (en) 2021-11-04
CA3175319A1 (en) 2021-11-04
ZA202212862B (en) 2024-04-24
CN115734961A (en) 2023-03-03
JP2023523344A (en) 2023-06-02
KR20230005906A (en) 2023-01-10
FR3109580A1 (en) 2021-10-29
US20230174462A1 (en) 2023-06-08
FR3109580B1 (en) 2023-03-10
EP4143156A1 (en) 2023-03-08

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Legal Events

Date Code Title Description
B07A Application suspended after technical examination (opinion) [chapter 7.1 patent gazette]
B06A Patent application procedure suspended [chapter 6.1 patent gazette]